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Synthesis, Characterization, and crystallographic analysis of some benzoimidazole derivatives
Author(s) -
Benvenuti Stefania,
Severi Fabio,
Vampa Gabriella,
Malmusi Luca,
Antolini Luciano
Publication year - 1995
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570320534
Subject(s) - chemistry , intramolecular force , molecule , hydrogen bond , crystal structure , crystallography , stereochemistry , crystal (programming language) , organic chemistry , computer science , programming language
A number of benzenesulfonyl derivatives of benzoimidazol‐2‐ylamine and 1‐methyl‐benzoimidazol‐2‐ylamine were synthesized, their synthesis reactions under different experimental conditions being monitored by hptlc. The crystal and molecular structures of N ‐(1‐benzenesulfonyl‐1,3‐dihydrobenzoimidazol‐2‐ylidene)benzenesulfonamide (4) and N ‐(1‐benzenesulfonyl‐3‐methyl‐1,3‐dihydro‐benzoimidazol‐2‐ylidene)‐benzenesulfonamide (7) were determined by X‐ray diffraction analysis. The structure of compound 4 is made up of two crystallographically independent molecules and that of compound 7 of one molecule. In both cases, the structure contains the imido form of the molecules. There are strong conjugative effects between the imido groups and the imidazolic rings. Weak intramolecular CH···O hydrogen bonding interactions could influence the molecular conformations.